Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $101 - Fully Refundable Options

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

1. Motel 6 - Chicago, IL

Washington Heights

Nazli

CA $128

CA $151 total

includes taxes & fees

Oct 28 - Oct 29

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

A reception desk with various notices and a security camera.

A motel with a row of parking spaces and a building with a red roof and beige walls.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Aniya

CA $123

CA $156 total

includes taxes & fees

Oct 21 - Oct 22

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

3. Carleton of Oak Park

Oak Park

Brad

CA $175

CA $194 total

includes taxes & fees

Oct 14 - Oct 15

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

4. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Corinn

CA $205

CA $244 total

includes taxes & fees

Nov 10 - Nov 11

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

5. Hilton Chicago

Downtown Chicago

Anna

CA $237

CA $323 total

includes taxes & fees

Oct 30 - Oct 31

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

6. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

CA $127

CA $141 total

includes taxes & fees

Oct 15 - Oct 16

A modern interior with a bar area, seating, and decorative wooden panels.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

7. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

CA $179

CA $212 total

includes taxes & fees

Nov 9 - Nov 10

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

8. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

CA $181

CA $215 total

includes taxes & fees

Nov 10 - Nov 11

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

CA $305

CA $411 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.

A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

10. Le Méridien Essex Chicago

Downtown Chicago

CA $203

CA $267 total

includes taxes & fees

Nov 9 - Nov 10

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

11. Congress Plaza Hotel

Downtown Chicago

Ashya

CA $166

CA $197 total

includes taxes & fees

Nov 5 - Nov 6

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A compact kitchen with a microwave, coffee maker, and sink.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

A restaurant with booths, tables, and a green wall in the background.

12. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

CA $170

CA $202 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

13. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Anand

CA $163

CA $194 total

includes taxes & fees

Nov 2 - Nov 3

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

A laundry area with a washing machine, a dryer, and an ice dispenser.

14. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

ARLEEN

CA $190

CA $229 total

includes taxes & fees

Nov 3 - Nov 4

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

A modern hotel with a corner location, large windows, and a green awning.

15. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

CA $228

CA $272 total

includes taxes & fees

Nov 12 - Nov 13

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern gym with various exercise equipment, large windows, and a city view.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

16. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

CA $400

CA $475 total

includes taxes & fees

Oct 25 - Oct 26

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

17. The Wade

Downtown Chicago

Erin

CA $181

CA $216 total

includes taxes & fees

Nov 12 - Nov 13

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

18. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Mario

CA $245

CA $292 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

19. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Poua

CA $198

CA $235 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A modern building with large glass windows and a covered walkway.

A person overlooking a cityscape from a high vantage point.

A formal dining room with a round table set for eight, surrounded by leather chairs, a chandelier, and potted plants.

20. Palmer House a Hilton Hotel

Downtown Chicago

Christy

CA $272

CA $366 total

includes taxes & fees

Oct 31 - Nov 1

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Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

See properties

Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

See properties

Top Far Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Busy hotel but very clean, walkable to a lot of things, rooftop was nice but not many people up there at the time of my visit. Enjoyed the spacious rooms, free water, gym, bar, and everything else."

Fairmont Chicago at Millennium Park

10/10 Excellent

"The staff at Gold Club. Mandan geninely treats you like your guest at her own home. We were at the hotel for Chicago Marathon; and their soecial athlete breakfast and attention to details were very helpful."

The Wade

10/10 Excellent

"Great location for those that want to be downtown with easy access to everything!"

The Godfrey Hotel Chicago

8/10 Good

"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Awesome Location, free expresso machine"

River Hotel

10/10 Excellent

"I absolutely loved this place. Close to everything and great view"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Great location... Amazing hotel..."

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

CA $88

CA $101 total

Nov 3 - Nov 4

includes taxes & fees

6.8/10 (2,349 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

CA $115

CA $129 total

Oct 21 - Oct 22

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $127

CA $141 total

Oct 15 - Oct 16

includes taxes & fees

9/10 Wonderful! (3,048 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $170

CA $202 total

Nov 3 - Nov 4

includes taxes & fees

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

CA $189

CA $217 total

Oct 25 - Oct 26

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $217

CA $258 total

Nov 12 - Nov 13

includes taxes & fees

8/10 Very good! (1,657 reviews)

Hotels in Far Southwest Side with star rating

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Things to do in Chicago

Book Hotels in Far Southwest Side on Expedia.com

Find hotels in Far Southwest Side, IL from CA $101

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. Carleton of Oak Park

4. Homewood Suites by Hilton Chicago Downtown South Loop

5. Hilton Chicago

6. SureStay Plus Hotel by Best Western Chicago Lombard

7. Best Western Grant Park Hotel

8. Hilton Garden Inn Chicago Downtown South Loop

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

10. Le Méridien Essex Chicago

11. Congress Plaza Hotel

12. Travelodge by Wyndham Downtown Chicago

13. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

14. Hotel Saint Clair- Magnificent Mile

15. Hampton Inn & Suites Chicago Downtown

16. Hyatt House Chicago/West Loop-Fulton Market

17. The Wade

18. Hilton Vacation Club Hotel Blake Chicago

19. DoubleTree by Hilton Chicago - Magnificent Mile

20. Palmer House a Hilton Hotel

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Carter G. Woodson Library

Highland Community Bank

Final Call Newspaper Headquarters

Top Far Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Fairmont Chicago at Millennium Park

The Wade

The Godfrey Hotel Chicago

Club Quarters Hotel, Central Loop, Chicago

River Hotel

The Royal Sonesta Chicago Downtown

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

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